663948-85-4

Usage

Uses

Used in Pharmaceutical Synthesis:
Carbamic acid, [(3S,5S)-5-(hydroxymethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl is used as a key intermediate in the synthesis of various pharmaceutical and biologically active compounds. Its unique structure and chiral properties make it a valuable building block for the development of new drugs with improved efficacy and selectivity.
Used in Chiral Building Blocks for Peptide Nucleic Acids:
Carbamic acid, [(3S,5S)-5-(hydroxymethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl is also used in the preparation of new chiral building blocks for novel peptide nucleic acids (PNAs). PNAs are a class of nucleic acid analogs that have potential applications in gene regulation, diagnostics, and therapeutics. The incorporation of chiral building blocks, such as Carbamic acid, [(3S,5S)-5-(hydroxymethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl, can enhance the stability, specificity, and functionality of PNAs, leading to the development of innovative nucleic acid-based technologies.

InChI:InChI=1/C10H20N2O3/c1-10(2,3)15-9(14)12-7-4-8(6-13)11-5-7/h7-8,11,13H,4-6H2,1-3H3,(H,12,14)/t7-,8-/m0/s1

Upstream product

• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 51-35-4 4R-4-hydroxyproline 
• 168263-80-7 methyl (2S,4S)-1-benzyloxycarbonyl-4-tert-butoxycarbonylaminopyrrolidine-2-carboxylate 
• 207304-86-7 (2S,4S)-1-benzyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 
• 117811-78-6 methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate 
• 113490-74-7 4(S)-azido-N-<(phenylmethoxy)carbonyl>-(S)-proline methyl ester 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 
• 380648-94-2 benzyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate 

Downstream Products

• 380648-97-5 {(2S,4S)-4-t-butoxycarbonylamino-1-[(thymin-1-yl)methylcarbonyl]-pyrrolidin-2-yl}methyl 4-nitrophenyl carbonate 
• 380648-98-6 carbonic acid 1-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-4-tert-butoxycarbonylamino-pyrrolidin-2-ylmethyl ester 4-nitro-phenyl ester 
• 1264242-42-3 C₃₉H₅₁N₅O₁₁ 
• 1264242-08-1 C₃₁H₄₄N₄O₈Si 

Relevant academic research and scientific papers

Pyrrolidine carbamate nucleic acids: Synthesis and DNA binding studies

An efficient solid phase synthesis of pyrrolidine carbamate nucleic acids is reported. The protected (2S, 4S)-4-aminopyrrolidine-2-methanol with nucleobases thymine and cytosine attached to the ring nitrogen through an acetyl linker can be activated as ni

Synthesis and evaluation of prolyl carbamate nucleic acids (PrCNA)

Carbamate linked prolyl nucleic acids are obtained in high yield and purity under mild conditions in solution and solid phase. p-Nitrophenylchloroformate is used as the activating reagent for alcohol. Homooligomers of PrCNA do not bind to DNA. The introduction of this modification in PNA sequences destabilizes the triplxes, inspite of enhancement in the base stacking.